Selective Modulation of Internal Charge Transfer and Photoinduced Electron Transfer Processes in N-Aryl-1,8-Naphthalimide Derivatives: Applications in Reaction-Based Fluorogenic Sensing of Sulfide

2017 ◽  
Vol 82 (23) ◽  
pp. 12153-12161 ◽  
Author(s):  
Ranjith K. Meka ◽  
Michael D. Heagy
2015 ◽  
Vol 93 (2) ◽  
pp. 199-206 ◽  
Author(s):  
Ramon Zammit ◽  
Maria Pappova ◽  
Esther Zammit ◽  
John Gabarretta ◽  
David C. Magri

The excited state photophysical properties of the 1,3,5-triarylpyrazolines 1–4 were studied in methanol and 1:1 (v/v) methanol–water, as well as 1:4 (v/v) methanol–water and water by fluorescence spectroscopy. The molecules 2–4 incorporate a “receptor1-fluorophore-spacer-receptor2” format while 1 is a reference compound based on a “fluorophore-receptor1” design. The molecular probes operate according to photoinduced electron transfer (PET) and internal charge transfer (ICT) processes. At basic and neutral pHs, 2–4 are essentially nonfluorescent due to PET from the electron-donating dimethylamino moiety appended on the 5-phenyl ring to the excited state of the 1,3,5-triarylpyrazoline fluorophore. At proton concentrations of 10−3 mol/L, the dimethylamino unit is protonated resulting in a strong blue fluorescence about 460 nm with significant quantum yields up to 0.54. At acid concentrations above 10−2 mol/L, fluorescence quenching is observed by an ICT mechanism due to protonation of the pyrazoline chromophore. Symmetrical off-on-off fluorescence–pH profiles are observed, spanning six log units with a narrow on window within three pH units. Hence, 2–4 are novel examples of ternary photonic pH sensing molecular devices.


Author(s):  
Anton J Stasyuk ◽  
Olga A. Stasyuk ◽  
Miquel Solà ◽  
Alexander Voityuk

Suitanes, a new class of two-component mechanically interlocked systems, have recently been developed. In this work, we report a detailed study of photoinduced electron transfer processes in the suit[3]anes consisting...


2006 ◽  
Vol 110 (23) ◽  
pp. 11062-11068 ◽  
Author(s):  
Dae Won Cho ◽  
Mamoru Fujitsuka ◽  
Akira Sugimoto ◽  
Ung Chan Yoon ◽  
Patrick S. Mariano ◽  
...  

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